HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 528747Generated: November 1, 2026
1,10-Phenanthroline → 3-Benzooxazol-2-yl-azetidine-1-carboxylic acid benzyl ester
https://huagongshe.com/reaction/528747
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-(2-Iodo-phenylcarbamoyl)-azetidine-1-carboxylic acid benzyl ester | HCID 67456254 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-Benzooxazol-2-yl-azetidine-1-carboxylic acid benzyl ester | HCID 67454182 | — |
Reaction Steps
To 195 mg (0.45 mmol) 3-(2-iodo-phenylcarbamoyl)-azetidine-1-carboxylic acid benzyl ester in 4.5 mL DME in a sealed tube under nitrogen were added 291 mg (0.89 mmol) Cs2CO3, 8.1 mg (44.6 μmol) 1,10-phenanthroline, 4.3 mg (22.3 μmol) CuI, and the mixture was heated at 90° C. for 16 hours. After cooling to room temperature, 5 mL H2O was added followed by 4 drops 1 M HCl, 5 mL NaHCO3 and the mixture was extracted with DCM (3×10 mL). The organic layers were combined and dried with Na2SO4. After filtration and evaporation of the solvent the product was purified by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346816B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-5cd5c7b326da43ec8c639dd15612c781 |
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| Source note | uspto-grants-2016_05 |
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